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The People/Legal Executive Assistant provides high-level administrative and operational support to senior leaders across the People and Legal teams. This role requires a proactive, detail-oriented professional who anticipates needs, manages complex priorities, and ensures smooth day-to-day operations. The ideal candidate thrives in a fast-paced environment, exercises sound judgment, and maintains discretion while handling sensitive information.

You'll Get To...

Executive and Administrative Support

• Provide high-level support to one or more VP+ executives, managing dynamic and complex calendars with minimal oversight
• Coordinate travel, meeting logistics, and cross-functional schedules with accuracy and efficiency
• Anticipate needs, resolve scheduling conflicts, and prioritize time-sensitive requests
• Prepare meeting agendas and materials, take notes, and ensure timely follow-up on action items
• Complete expense reports and reconcile transactions in a timely manner
• Draft, edit, and format communications, presentations, and reports for internal and external audiences
• Maintain and update team mailing lists, rosters, and shared documentation
  
  

Operational and Project Support

• Support operational efficiency by streamlining workflows and improving support processes
• Manage recurring reporting and presentation submissions in partnership with team members
• Partner across departments to coordinate initiatives and ensure alignment with business priorities
• Handle multiple high-priority tasks independently and exercise good judgment when priorities shift
  
  

Event and Culture Coordination

• Plan and coordinate team meetings, offsites, all hands, and milestone celebrations
• Partner with Workplace Services to manage event logistics, including catering, AV setup, and vendor coordination
• Manage discretionary funds for team recognition, birthdays, and anniversaries
• Promote a positive team culture by supporting engagement activities and internal communications

Skills & Attributes:

• Strong organizational skills with the ability to manage multiple priorities
• Excellent attention to detail, accuracy, and follow-through
• Ability to operate independently and make decisions in fast-paced, ambiguous environments
• Discretion and sound judgment in handling confidential information
• Clear and confident communication skills across levels and functions
• Proficiency in Google Workspace (Gmail, Calendar, Docs, Sheets, Slides, Drive)

Who We're Looking For

• 4 - 6+ years of experience as an Executive Assistant or Administrative professional supporting VP-level and above
• Experience providing high-level administrative support with autonomy and accountability
• Proven ability to anticipate needs and proactively improve administrative systems and processes
• High school diploma required; Associate’s or Bachelor’s degree preferred

Benefits & Perks

• A choice between medical plans with an option for 100% covered premiums including medical, dental, and vision
• Supplemental Life and Disability Insurance plans
• Fertility and adoption benefits
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

Cash Compensation Range: $79,500 - $120,000 USD

The base salary for this position will vary based on job-related criteria including relevant skills, experience, and location, among other factors.

In addition to the cash compensation above (which includes base salary and, where applicable for eligible roles, may include on-target commissions or overtime pay), Squarespace employees are eligible to be granted an option to purchase our common stock.

About Squarespace

Squarespace is a design-driven platform helping entrepreneurs build brands and businesses online. We empower millions of customers in more than 200 countries and territories with all the tools they need to create an online presence, build an audience, monetize, and scale their business. Our suite of products range from websites, domains, ecommerce, and marketing tools, as well as tools for scheduling with Acuity and creating and managing social media presence with Bio Sites and Unfold. Our team of more than 1,500 is headquartered in bustling New York City, with offices in Dublin, Ireland, Aveiro, Portugal, and coworking spaces in the UK, Netherlands, and Australia. For more information about our company culture, visit https://www.squarespace.com/about/careers.

Our Commitment

Today, more than a million people around the globe use Squarespace to share different perspectives and experiences with the world. Not only do we embrace and celebrate the diversity of our customers, but we also work toward the same in our employees. At Squarespace, we are committed to equal employment opportunity regardless of race, color, ethnicity, ancestry, religion, national origin, gender, sex, gender identity or expression, sexual orientation, age, citizenship, marital or parental status, disability, veteran status, or other class protected by applicable law. We are proud to be an equal opportunity workplace.

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